Detosylation of 3-amino-1-tosylindole-2-carbonitriles using DBU and thiophenol
-
Add time:08/11/2019 Source:sciencedirect.com
Attempted detosylation of the 3-amino-1-(p-tosylamino)indole-2-carbonitriles 4a–c using either K2CO3 in EtOH or DBU in PhH at reflux gives unexpectedly the 3-(N-p-tosylamino)indole-2-carbonitriles 5a–c, respectively in high yields. Nevertheless, treatment of 1-(p-tosylamino)indoles 4a–c with thiophenol and DBU in PhH at reflux gives the detosylated 3-aminoindole-2-carbonitriles 5a–c. Reaction mechanisms supporting the tosyl migration (4→5) and the reductive detosylation (4→2) are proposed. All new compounds are fully characterised.
We also recommend Trading Suppliers and Manufacturers of 2-amino-1-(2,3-dimethoxyphenyl)ethanol (cas 17055-25-3). Pls Click Website Link as below: cas 17055-25-3 suppliers
Prev:Synthesis of 2-(2,3-dimethoxyphenyl)-4-(aminomethyl)imidazole analogues and their binding affinities for dopamine D2 and D3 receptors
Next:Design, combinatorial synthesis and biological evaluations of novel 3-amino-1′-((1-aryl-1H-1,2,3-triazol-5-yl)methyl)-2′-oxospiro[benzo[a] pyrano[2,3-c]phenazine-1,3′-indoline]-2-carbonitrile antitumor hybrid molecules) - 【Back】【Close 】【Print】【Add to favorite 】
- Related Information
- One-pot synthesis of annulated pyrido[2,3-d:6,5-d]dipyrimidine derivatives using nitrogen based DBU catalyst in aqueous ethanol medium08/13/2019
- Design, combinatorial synthesis and biological evaluations of novel 3-amino-1′-((1-aryl-1H-1,2,3-triazol-5-yl)methyl)-2′-oxospiro[benzo[a] pyrano[2,3-c]phenazine-1,3′-indoline]-2-carbonitrile antitumor hybrid molecules08/12/2019
- Synthesis of 2-(2,3-dimethoxyphenyl)-4-(aminomethyl)imidazole analogues and their binding affinities for dopamine D2 and D3 receptors08/10/2019
- Toxicological evaluation of a novel umami flavour compound: 2-(((3-(2,3-Dimethoxyphenyl)-1H-1,2,4-triazol-5-yl)thio)methyl)pyridine08/09/2019
